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Working for someone who is a people-pleaser may seem fairly innocuous or even desirable, but such leaders pose daunting challenges for their organizations. If you work for a people-pleaser, you most likely see the inherent problems and confess to seeking ways to maneuver around them.

People-pleasing leaders have some beneficial traits, but their behaviors can threaten survival in today’s highly competitive and responsive business climate: indecisiveness, lack of direction, inability to retain adequate personnel, low accountability and overall inefficiency.

People-pleasers have an excessive compulsion to be liked and appear likable. This tendency impedes their ability to influence results. Leadership coaching can help them learn several helpful approaches to combating the problem.

Are You a People-Pleaser?

People-pleasers focus on others’ reactions and are highly interested in building positive relationships and managing impressions and interactions.

People-pleasers’ need to be liked often seems dire and, as with most personality traits, is heavily influenced by childhood factors. Insecurities or fears manifest themselves in a variety of behaviors that are rarely acknowledged. When they please people around them, they feel a sense of well-being, Dr. Chestnut explains. This is both comforting and affirming, and pleasers hope it’s enough to bypass any potential rejection. By complimenting others, people-pleasers try to win over others by discerning what they want and giving it to them.

The Good, Bad, and the Ugly

Even though people-pleasers view their world through this warped lens, some positive behaviors often emerge. People-pleasing leaders:

Value people, are great advocates and facilitate connections

Serve selflessly, with a positive and inspiring approach

Value strengths and talents

Understand others’ feelings and needs

But there are many negative aspects, as well. People-pleasers:

Wear themselves out trying to please everyone

Take on tasks they could easily assign

Avoid taking charge and have difficulty making decisions

Sugarcoat responses and resist honest feedback

Portray a false image of friendliness

Overlook their own plans, feelings, and needs

Tolerate bad performance or behavior

Become resentful when things don’t play out in their favor

Manipulate people to avoid asking for what they want

It’s easy to imagine the organizational crises that can result from these leadership shortcomings.

A Personality Style

People-pleasers can be identified by some basic outward behaviors, none of which are alarming in and of themselves. But combine these behaviors, and you’ll find a leader who’s likely to be a source of problems.

The people-pleasing personality is, in fact, a distinct leadership type, according to Dr. Chestnut. HR personnel and leadership coaches are trained to assess them and appropriately deal with the problems that arise with this leadership style.

This type of leader is exceedingly (perhaps unnecessarily) nice and relationally focused. They listen well and offer emotional support. They are recharged when harmony increases and drained when discord breaks out. Their feelings may be hurt when unity is disrupted. They are more drawn to the “yes” people than to those who challenge or raise opposing viewpoints.

Leaders who want to be liked have a hard time asking for help or assigning work. Pleasers are outwardly bothered by those who fail to reciprocate with relationship-building, unity, or harmony. They are visibly disturbed by people who don’t share their priority of being considerate to others.

Leaders with these traits will also display resentment over being left out, having their suggestions ignored, and being taken advantage of for their generosity. We may hear them venting their frustrations, but never directly to the person who displeased them.

Inner Workings

People-pleasing leaders are most comfortable when they receive approval, consensus, and mutual consideration. This makes them relationally productive, yet corporately productive only at the peak of harmony. They empathize well and feel the need to serve selflessly. They see the good in others and give them the benefit of the doubt.

Avoiding rejection is paramount to them, so they hide emotions that may upset others and suppress contrary opinions. This explains why they serve others with the hope that they’ll be served in return, without having to ask other people to do so. They become adept at reading others’ body language and are sensitive to others’ moods and preferences, allowing them to “shapeshift” to the most effective position to win people over.

People-pleasing leaders can strategize impression management to look good, receive affirmation and be liked. Being upbeat is important to them. They generally have the skills to lift people’s spirits and focus on meeting the needs of those who work for them. They may resort to manipulation as a means to a desired end.

Pleasers also develop blind spots that prevent them from seeing their own needs going unmet. They cannot recognize their own neediness, resentment, desire to blame others for ruined plans and loneliness, even while they’re surrounded by “friends.” They repress frustration over the lack of social reciprocity or co-unity. This can, in the extreme, impair their perceptions, cloud judgment, and lead to poor decisions.

Blind Spots

It’s difficult to deal with people-pleasing leaders who cannot see what’s obvious to others. Colleagues and coaches can help guide them by asking several key questions:

Do you find it hard to say “no” to people?

Is it difficult to ask people to help you or take on a tough assignment?

Is being liked one of the most important things to you? Why?

Is cultivating positive relationships the most vital part of your job?

Do you struggle to meet everyone’s needs all the time?

Does positive feedback give you an incredible high? What about criticism?

What gives you the most emotional reassurance on the job?

How do you feel when you upset or disappoint someone?

What happens inside you when conflict arises?

How do you handle difficult performance discussions with subordinates?

Do you criticize yourself when rejected?

Do your own needs go unmet? Why?

Do you paint a positive picture for people, even when it’s not that encouraging?

Suggested Steps for People-Pleasers

It may be a struggle for people-pleasing leaders to identify their traits, so it’s important for seasoned colleagues or a leadership coach to employ tested approaches when working with them. The process begins with encouraging pleasers to step outside their comfort zones and establish healthy boundaries. They’ll need to observe their emotions and responses to uncomfortable situations and learn to grow more comfortable.

The following steps can help them improve self-awareness and build confidence:

Grasp what triggers undesirable reactions. What kind of reactions would better serve you?

Embrace each emotion and process it. Find a way to moderate reactions.

Make note of the benefits when you break old habits and adopt new ones.

People-pleasers need new guidelines and/or boundaries. They must learn that setting expectations and making requests of others are positive leadership behaviors. People are not as fickle as they may think. Leaders can learn to give critical, yet constructive, feedback, knowing it benefits everyone.

Pleasers should copy the following behavioral “cheat sheet” to their smartphones and tablets so it’s always within reach:

It’s normal and healthy to say “no.”

You’re not responsible for how others feel. You can control only how you feel. Leaders cannot regulate their staff’s happiness. People have their own issues, so be clear about boundaries.

Affirmation and confidence come from within, not from others.

Act from the heart, not from a strategy. Staged behavior is obvious and detrimental.

Make sure your own needs are addressed instead of playing the martyr.

Working for a People Pleaser

People-pleasing leaders can benefit greatly from their staff’s supportive gestures and understanding. Show appreciation when pleasers share their feelings or try to be transparent. Commend them on decisiveness and setting direction. Provide safe but meaningful feedback, mixed with praise whenever possible.
We can help people-pleasing leaders through dedication, teamwork and being reliable partners—steps we should take anyway. We can encourage delegating by suggesting action items or taking on tasks that need to get done.

As leaders leave behind their people-pleasing ways, everyone will see the improvements in organizational culture: productivity, direction, accountability, morale, team strength and true unity.

As an executive master certified coach I assist you with the areas that challenge you the most.

Feel free to pass this newsletter on to friends and acquaintances should you think they might benefit from it.

I am also available for a consultation until May15th. Please call me today (949) 721-5732 to schedule a 30 minute complementary session.